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Holiday Outfits for Men

  • All Valentine's Outfits
188 items
Regular Fit 5-Pocket Cotton Stretch Twill Pants
Canali

Regular Fit 5-Pocket Cotton Stretch Twill Pants

$157.97Current Price $157.97
(60% off)60% off.
$395.00Comparable value $395.00
(1)
Tech Button-Up Shirt
DENIM AND FLOWER

Tech Button-Up Shirt

$19.97Current Price $19.97
Variegated Waffle Stitch Polo
Vince

Variegated Waffle Stitch Polo

$109.97Current Price $109.97
(44% off)44% off.
$198.00Comparable value $198.00
Grand Hurrion Wingtip Derby (Men)
Cole Haan

Grand Hurrion Wingtip Derby (Men)

$99.97Current Price $99.97
(56% off)56% off.
$230.00Comparable value $230.00
(22)
Lyle Chelsea Boot (Men)
VINTAGE FOUNDRY

Lyle Chelsea Boot (Men)

$41.98 – $44.97Current Price $41.98 to $44.97
(Extra 40% off)Includes extra 40% off.
$69.98 – $74.96Previous Price $69.98 to $74.96
$200.00Comparable value $200.00
Price Drop
(3)
Regular Fit 5-Pocket Cotton Stretch Twill Pants
Canali

Regular Fit 5-Pocket Cotton Stretch Twill Pants

$157.97Current Price $157.97
(60% off)60% off.
$395.00Comparable value $395.00
Brushed Ribbed Knit Sport Coat (Short, Regular, Long & Big)
Lucky Brand

Brushed Ribbed Knit Sport Coat (Short, Regular, Long & Big)

$77.98 – $129.97Current Price $77.98 to $129.97
(Up to 73% off select items)Up to 73% off select items.
$295.00Comparable value $295.00
(1)
Lancaster Polo Sweater
Reiss

Lancaster Polo Sweater

$68.22Current Price $68.22
(62% off)62% off.
$180.00Comparable value $180.00
Only a few left
Water Resistant Cuban Chain Necklace
Adornia

Water Resistant Cuban Chain Necklace

$24.98Current Price $24.98
(73% off)73% off.
$95.00Comparable value $95.00
(102)
Stripe Short Sleeve Linen & Cotton Blend Crewneck Sweater
New
Theory

Stripe Short Sleeve Linen & Cotton Blend Crewneck Sweater

$87.97Current Price $87.97
(49% off)49% off.
$175.00Comparable value $175.00
Reversible Performance Sweater
NICOBY

Reversible Performance Sweater

$29.97Current Price $29.97
(76% off)76% off.
$125.00Comparable value $125.00
410 Athletic Slim Fit CoolMax® Jeans (Hula)
Lucky Brand

410 Athletic Slim Fit CoolMax® Jeans (Hula)

$49.97Current Price $49.97
(49% off)49% off.
$99.00Comparable value $99.00
(134)
Levon Wool Fedora
Bailey

Levon Wool Fedora

$76.97Current Price $76.97
(58% off)58% off.
$185.00Comparable value $185.00
Riland Harman Merino Wool Blend Pullover
Theory

Riland Harman Merino Wool Blend Pullover

$93.72Current Price $93.72
(67% off)67% off.
$285.00Comparable value $285.00
(7)
Rugby-Stripe Sweater Polo Shirt in SoftWool
Madewell

Rugby-Stripe Sweater Polo Shirt in SoftWool

$99.97Current Price $99.97
(40% off)40% off.
$168.00Comparable value $168.00
Only a few left
Harker Navy Flat Front Wool & Linen Dress Pants (Regular & Big)
Peter Millar

Harker Navy Flat Front Wool & Linen Dress Pants (Regular & Big)

$113.97Current Price $113.97
(60% off)60% off.
$285.00Comparable value $285.00
Palm Desert Half Zip Polo Shirt
Tommy Bahama

Palm Desert Half Zip Polo Shirt

$45.47Current Price $45.47
(64% off)64% off.
$128.00Comparable value $128.00
(30)
Ricci Leather Oxford (Men)
Bruno Magli

Ricci Leather Oxford (Men)

$99.99 – $159.97Current Price $99.99 to $159.97
(Up to 74% off select items)Up to 74% off select items.
$395.00Comparable value $395.00
(5)
Baggy Carpenter Pants
rag & bone

Baggy Carpenter Pants

$129.97Current Price $129.97
(56% off)56% off.
$298.00Comparable value $298.00
Pado Long Sleeve Cotton Polo
BOSS

Pado Long Sleeve Cotton Polo

$74.97Current Price $74.97
(41% off)41% off.
$129.00Comparable value $129.00
All-Season Stretch Slim Fit Dress Shirt (Regular, Big & Tall)
Tommy Hilfiger

All-Season Stretch Slim Fit Dress Shirt (Regular, Big & Tall)

$39.97Current Price $39.97
(49% off)49% off.
$79.50Comparable value $79.50
(1)
Solid Stretch Button-Up Shirt
DENIM AND FLOWER

Solid Stretch Button-Up Shirt

$19.97Current Price $19.97
Colby Leather Derby (Men)
BOSS

Colby Leather Derby (Men)

$99.97Current Price $99.97
(44% off)44% off.
$180.00Comparable value $180.00
(3)
Men's Brushed Stainless Steel Cubic Zirconia Band Ring
GEOFFREY BEENE

Men's Brushed Stainless Steel Cubic Zirconia Band Ring

$18.97Current Price $18.97
(Up to 66% off)Up to 66% off.
$49.99 – $55.99Comparable value $49.99 to $55.99
Aden Border Camp Shirt
Psycho Bunny

Aden Border Camp Shirt

$59.97Current Price $59.97
(45% off)45% off.
$110.00Comparable value $110.00
(1)
'Caviarr' Slip-On
Steve Madden

'Caviarr' Slip-On

$38.98Current Price $38.98
(67% off)67% off.
$120.00Comparable value $120.00
(19)
Croc Embossed Leather Belt
MADE IN ITALY BY BOCONI

Croc Embossed Leather Belt

$29.97Current Price $29.97
(65% off)65% off.
$88.00Comparable value $88.00
(2)
Tantalizing Red Eau de Parfum
Dossier

Tantalizing Red Eau de Parfum

$39.00Current Price $39.00
Harker Tan Mélange Flat Front Wool & Linen Dress Pants (Regular & Big)
Peter Millar

Harker Tan Mélange Flat Front Wool & Linen Dress Pants (Regular & Big)

$142.97Current Price $142.97
(49% off)49% off.
$285.00Comparable value $285.00
Texture Weave Slim Fit Dress Pant
Kenneth Cole Reaction

Texture Weave Slim Fit Dress Pant

$49.97Current Price $49.97
(47% off)47% off.
$95.00Comparable value $95.00
(15)
Siena Regular Fit Windowpane Check Linen & Wool Twill Sport Coat
New
Canali

Siena Regular Fit Windowpane Check Linen & Wool Twill Sport Coat

$699.97Current Price $699.97
(60% off)60% off.
$1,750.00Comparable value $1,750.00
Theon Boot (Men)
BOSS

Theon Boot (Men)

$119.97Current Price $119.97
(52% off)52% off.
$250.00Comparable value $250.00
(5)
Textured Short Sleeve Button-Up Polo
TRUTH

Textured Short Sleeve Button-Up Polo

$34.97Current Price $34.97
(60% off)60% off.
$88.00Comparable value $88.00
(1)
Stripe Collar Long Sleeve Cotton Piqué Polo
BOSS

Stripe Collar Long Sleeve Cotton Piqué Polo

$84.97Current Price $84.97
(34% off)34% off.
$129.00Comparable value $129.00
(2)
Quarter Zip Merino Wool Pullover
New
Bugatchi

Quarter Zip Merino Wool Pullover

$112.97Current Price $112.97
(49% off)49% off.
$225.00Comparable value $225.00
Only a few left
565™ Loose Straight Leg Jeans (Deep Depths)
Levi's

565™ Loose Straight Leg Jeans (Deep Depths)

$44.97Current Price $44.97
(35% off)35% off.
$69.50Comparable value $69.50
(1)
Ricci Penny Loafer (Men)
Bruno Magli

Ricci Penny Loafer (Men)

$159.97Current Price $159.97
(59% off)59% off.
$395.00Comparable value $395.00
(3)
Peak Lapel Sport Coat with Removable Dickey
SOUL OF LONDON

Peak Lapel Sport Coat with Removable Dickey

$129.97Current Price $129.97
(65% off)65% off.
$378.00Comparable value $378.00
Colby Penny Loafer (Men)
BOSS

Colby Penny Loafer (Men)

$119.97Current Price $119.97
(Up to 33% off)Up to 33% off.
$165.00 – $180.00Comparable value $165.00 to $180.00
(5)
Boxy Buttoned Cardigan
Civil Society

Boxy Buttoned Cardigan

$59.97Current Price $59.97
(44% off)44% off.
$109.00Comparable value $109.00
Hanry Slim Fit Windowpane Check Linen & Cotton Blend Knit Sport Coat
New
BOSS

Hanry Slim Fit Windowpane Check Linen & Cotton Blend Knit Sport Coat

$284.97Current Price $284.97
(59% off)59% off.
$695.00Comparable value $695.00
(1)
Sterling Silver Jewel Embellished Cufflinks
DELMAR

Sterling Silver Jewel Embellished Cufflinks

$259.97 – $264.97Current Price $259.97 to $264.97
(Up to 48% off)Up to 48% off.
$500.00 – $505.00Comparable value $500.00 to $505.00
Stretch Terry Slim Straight Leg Five-Pocket Pants
Faherty

Stretch Terry Slim Straight Leg Five-Pocket Pants

$48.73Current Price $48.73
(70% off)70% off.
$168.00Comparable value $168.00
(12)
Check Knit Sport Coat (Regular, Short & Long)
SAVILE ROW CO

Check Knit Sport Coat (Regular, Short & Long)

$109.97Current Price $109.97
(62% off)62% off.
$295.00Comparable value $295.00
(2)
Raglan Short Sleeve Sweater
New
Vince

Raglan Short Sleeve Sweater

$144.97 – $149.97Current Price $144.97 to $149.97
(Up to 51% off)Up to 51% off.
$298.00Comparable value $298.00
Sidewinder Dragon Print Viscose & Linen Camp Shirt
New
AllSaints

Sidewinder Dragon Print Viscose & Linen Camp Shirt

$88.97Current Price $88.97
(55% off)55% off.
$199.00Comparable value $199.00
(2)
Orman Lug Sole Penny Loafer (Men)
TO BOOT NEW YORK

Orman Lug Sole Penny Loafer (Men)

$179.97 – $199.97Current Price $179.97 to $199.97
(Up to 54% off)Up to 54% off.
$399.00Comparable value $399.00
(4)
Pinch Prep Penny Loafer (Men)
Cole Haan

Pinch Prep Penny Loafer (Men)

$119.97Current Price $119.97
(49% off)49% off.
$238.00Comparable value $238.00
(30)
Alfred Loafer (Men)
New
Stuart Weitzman

Alfred Loafer (Men)

$169.97 – $579.97Current Price $169.97 to $579.97
(Up to 78% off)Up to 78% off.
$775.00 – $1,100.00Comparable value $775.00 to $1,100.00
Indigo Jersey Knit Button-Up Shirt
Scotch & Soda

Indigo Jersey Knit Button-Up Shirt

$119.97Current Price $119.97
(18% off)18% off.
$148.00Comparable value $148.00
Diamond Accent Chevron Chain Bracelet
Esquire

Diamond Accent Chevron Chain Bracelet

$249.97Current Price $249.97
(65% off)65% off.
$720.00Comparable value $720.00
All-Season Stretch Slim Fit Dress Shirt (Regular, Big & Tall)
Tommy Hilfiger

All-Season Stretch Slim Fit Dress Shirt (Regular, Big & Tall)

$39.97Current Price $39.97
(49% off)49% off.
$79.50Comparable value $79.50
(2)
Deville Leather Penny Loafer (Men)
TO BOOT NEW YORK

Deville Leather Penny Loafer (Men)

$199.97Current Price $199.97
(Up to 55% off)Up to 55% off.
$425.00 – $450.00Comparable value $425.00 to $450.00
(82)
Men's Sterling Silver Channel Set Created White Sapphire Ring
DELMAR

Men's Sterling Silver Channel Set Created White Sapphire Ring

$79.97Current Price $79.97
(40% off)40% off.
$135.00Comparable value $135.00
(5)
Watson Leather Derby (Men)
Allen Edmonds

Watson Leather Derby (Men)

$159.97Current Price $159.97
(Up to 62% off)Up to 62% off.
$395.00 – $425.00Comparable value $395.00 to $425.00
(16)
Faux Felt Fedora Hat
San Diego Hat

Faux Felt Fedora Hat

$24.97Current Price $24.97
(43% off)43% off.
$44.00Comparable value $44.00
Terril Leather Oxford (Men)
Magnanni

Terril Leather Oxford (Men)

$229.97Current Price $229.97
(Up to 48% off)Up to 48% off.
$399.00 – $445.00Comparable value $399.00 to $445.00
(6)
Hyperlight Soft Plaid Wool Sport Coat (Regular & Big)
Peter Millar

Hyperlight Soft Plaid Wool Sport Coat (Regular & Big)

$396.97Current Price $396.97
(50% off)50% off.
$795.00Comparable value $795.00
Modern Fit Windowpane Sport Coat
TailorByrd

Modern Fit Windowpane Sport Coat

$99.00Current Price $99.00
(69% off)69% off.
$325.00Comparable value $325.00
(1)
Flynn Classic Sport Coat (Regular & Big)
New
Peter Millar

Flynn Classic Sport Coat (Regular & Big)

$397.97Current Price $397.97
(49% off)49% off.
$795.00Comparable value $795.00
Harker Grey Mélange Flat Front Wool & Linen Dress Pants (Regular & Big)
Peter Millar

Harker Grey Mélange Flat Front Wool & Linen Dress Pants (Regular & Big)

$113.97Current Price $113.97
(60% off)60% off.
$285.00Comparable value $285.00
Harley Chelsea Boot (Men)
AllSaints

Harley Chelsea Boot (Men)

$129.97Current Price $129.97
(56% off)56% off.
$299.00Comparable value $299.00
(24)
Chain Band Wool Hat
MARCUS ADLER

Chain Band Wool Hat

$34.97Current Price $34.97
(49% off)49% off.
$69.00Comparable value $69.00
(1)
Vienna Bit Loafer (Men)
Maison Forte

Vienna Bit Loafer (Men)

$89.97 – $99.97Current Price $89.97 to $99.97
(Up to 53% off)Up to 53% off.
$195.00Comparable value $195.00
(6)
Automatic Bracelet Watch, 33mm x 12mm
BULOVA

Automatic Bracelet Watch, 33mm x 12mm

$269.97Current Price $269.97
(54% off)54% off.
$595.00Comparable value $595.00
Only a few left
Henio Perforated Oxford (Men)
Magnanni

Henio Perforated Oxford (Men)

$149.48 – $229.97Current Price $149.48 to $229.97
(Up to 64% off select items)Up to 64% off select items.
$425.00 – $465.00Comparable value $425.00 to $465.00
(7)
Contrast Pipe Trim Quarter Zip Polo
Calvin Klein

Contrast Pipe Trim Quarter Zip Polo

$29.97Current Price $29.97
(56% off)56% off.
$69.00Comparable value $69.00
(1)
Slim Fit Quarter Zip Sweater
T.R. PREMIUM

Slim Fit Quarter Zip Sweater

$29.97Current Price $29.97
(69% off)69% off.
$98.00Comparable value $98.00
(1)
Onisor Apron Toe Bit Loafer (Men)
Bally

Onisor Apron Toe Bit Loafer (Men)

$279.97Current Price $279.97
(51% off)51% off.
$580.00Comparable value $580.00
(5)
Sawyer Chelsea Boot (Men)
MADDEN

Sawyer Chelsea Boot (Men)

$20.97 – $49.97Current Price $20.97 to $49.97
(Extra 40% off select items)Includes extra 40% off select items.
$34.96Previous Price $34.96
$90.00Comparable value $90.00
Price Drop
(12)
Modern Essentials Wingtip Oxford (Men)
Cole Haan

Modern Essentials Wingtip Oxford (Men)

$109.97Current Price $109.97
(63% off)63% off.
$298.00Comparable value $298.00
(3)
Hyperlight Soft Plaid Slub Wool & Silk Blend Sport Coat (Regular & Big)
Peter Millar

Hyperlight Soft Plaid Slub Wool & Silk Blend Sport Coat (Regular & Big)

$421.97Current Price $421.97
(50% off)50% off.
$845.00Comparable value $845.00
(3)
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